Process for dyeing pelts, hairs, and feathers



Patented July 6, 1937 naphthalene, w means NI-Iz or H and x, 11,

UNITED STATES PATEN'T OFFICE- PROCESS FOR DYEING PELTS, HAIRS,

AND

FEATHERS Erich Lehmann, Prioran, Kreis Bltterfeld, Germany, assignor to General Anilineworks, Inc., New York, N. Y., a corporation of Delaware No Drawing.

Application October 2, 1936, Serial No. 103,671. In Germany October 12, 1935 7 Claims.

My present invention relates to a new process for dyeing pelts, hairs and feathers and more particularly to such a process wherein'oxidation dyes are used for the purpose set forth.

The present invention is based on the observation that very good results are obtained by using for dyeing pelts, hairs and feathers a hydroxy compound, a poly-hydroxy compound, an amino compound, a poly-amino compound or an aminohydroxy compound of a polynuclear hydrocarbon having .more than two rings, for instance, anthracene, phenanthrene, chrysene, pyrene,- decacyclene, dinaphthalene and acenaphthene which may also contain other substituents with the exception of free suifonic or carboxylic acid groups, or a salt or .molecularmixture thereof wherein R is a polynuclear hydrocarbon such as, for instance, anthracene, phenanthrene, chrysene, pyrene, decacyclene, acenaphthene, di-

and 2 stand for H, OH, NH2 and NH. In the case of salt formation with a hydroxyaryl or 40 aminoaryl respectively, w means either The following examples illustrate the -invention, the parts being by weight:-

Example 1.--2 parts of a mixture consisting of 40 parts of a salt madefrom 3.5-dihydroxypyrene and paraphenylenediamine, and-60 parts of Turkey redoil are dissolved in 1000 parts of water and the solution is mixed with 20 parts of a 50 solution of 3 per cent. strength of hydrogen peroxide. In the course of 3 hours a white lamb skin mordanted with chromium salt is dyed at room temperature a light gray-brown by using this bath.

55 Example 2.2 parts of a mixture consisting of 40 parts of a molecular mixture of 3.5.8.1 0-' tetra-hydroxypyrene and para-aminodiphenyl- German specification No. 538,762, are dissolved in 1000 parts of water and there are added 20 parts of a solution of 3' per cent. strength-of hydrogen peroxide. A white rabbit skinmordanted with chromium salt becomes a soft violet color when dyed at room temperature for 3 hours in this bath.

Example 3.2 parts of a mixture consisting of 40 parts of a salt made from l-hydroxyanthracene and paraphenylenediamine, and 60 parts of a dispersing agent made from solar oil.

(brown coal-tar oil) and xylene in the presence of fuming sulfuric acid, as described in German specification No. 552,328, Example 4, are dissolved in 1000 parts of water and there are added 20 parts of a solution of 3 per cent. strength of hydro'gen peroxide. A white lamb skin mordanted with chromium salt is dyed at room temperature.

for 3 hours in this bath: a violet-gray is produced.

Example 4.-2 parts of a mixture consisting of 40 parts of a salt made from l-hydroxychrysene and 1.5-diaminonaphthalene, and 60 parts of a dispersing agent made as described in German specification N0. 552,328 are dissolved in water and there are added20 parts of a solution of 3 per cent. strength of hydrogen peroxide. A

white lamb skin mordanted with chromium salt and dyed for 3 hours at room temperaturein this bath becomes a bright gray-red.

40 parts of a salt made from 5-amino-1-hydroxyanthracene and meta-phenylenediamine, vand 60 parts of a dispersing agent made as described in German specification No. 552,328 are dissolved in 1000 parts of water and there are added 20 parts of a solution of 3 per cent. strength of hydrogen peroxide. A whiterabblt skin mordanted with chromium salt and dyed for 3 hours at room temperature in this bath becomes a light brown.

Example 6.-2 parts of a mixture consisting of 40 parts of a salt made from 3.5-.dihydroxypy ene and para-aminodiphenylamine, and 60 parts of Turkey red oil are dissolved in 1000 parts of water and there are added 20 parts of a solution of 3 per cent. strength of hydrogen peroxide. A

- white rabbit skin mordanted with chromium salt and dyed for 3 hours. at room temperature in this bath is dyed green.

Example 7.-2 parts of a mixture oi 40 parts of aminopyrene and 60 parts of Turkey red oil are dissolved in 100.0 parts of water and 20 parts of a solution of 3 per cent. strength or hydrogen Example 5.-2 parts of a mixture consisting of peroxide are added. A white lamb skin mordanted with an iron salt and dyed for 3 hours at room temperature in this bath becomes a green-gray; A gray is also produced on a chromqi dant.

Example 8.-1 part of -l.2.l-trihydroxyanthracene is dissolved in 1000 parts of water and the solution is mixed with parts of a solution of 3 per cent. strength of hydrogen peroxide. A white rabbit skin mordanted with an iron salt and dyed for 3 hours at room temperature in this bath becomes a yellowish gray. On a chromium mordant a red-orange is produced.

In the table following hereafter, other coinpounds are enumerated which may be dyed in the same manner as indicated above on chro- For the sake of clarity I add hereafter the formulae of some of the polynuclear hydrocarbons in which the numbering of the C atoms is indicated, so that the nomenclature of the compounds named in the examples and in the table is clearly intelligible.

Pilrene What I claim is:-

1. The process for dyeing pelts, hairs and feathers which comprises treating the said material in an aqueous dyeing bath containing hydrogen peroxide and a compound of the general formula wherein R is the radicle of an aromatic hydrocarbon containing more than 2 nuclei, to is a member of the .group consisting of OH, N'Hz, OH-HzN-aryl and NHa-HO-aryl and :r, y and z are members of the group consisting of hydrogen, OH, NH: and NH-hydroxyphenyl.

2. The process for dyeing pelts, hairs and feathers which comprises treating the said material in an aqueous dyeing bath containing hydrogen peroxide and a compound of the general formula wherein R is the radicle of a tetranuclear hydrocarbon, 10 is a member of the group consisting of OH, NHz, oH-H N-aryl and NI-h-HO- aryl and m, y and z are members oi. the group consisting of hydrogen, OH, NH: and NH-hydroxyphenyl.

. 3. The process for dyeing pelts, hairs and feathers which comprises treating the said ma terial in an aqueous dyeing bath containing hydrogen peroxide and a compound of the general formula I: i, I

wherein w is a member of the group consisting of OH, NH:, OH-IhN-aryl and NHz-HQ- aryl and 1:, y and z are members of the group consisting of hydrogen, OH and NH2.

4. The process for dyeing pelts, hairs and feathers which comprises treating the said material in an aqueous dyeing bath containing hydrogen peroxide and a compound of the general formula wherein a: and 1! are members of the group consiatingo'i" hydrogen, OH and NH:.

5. The process for dyeing pelts, hairs and feathers which comprises treating the said material in an aqueous dyeing bath containing hydrogen peroxide and a compound 01' the general formula OH-HaN-O-NH-z 2,oss,so9 3 feathers which comprises treating the said ma,-

terial in an aqueous dyeing bath containing hydrogen peroxide and a, salt made from 3.5-dihydroxypyrene ahd paraphenylenediamine.

'1. The process for dyeing pelts, hairs and feathers which comprises treating the said material in an aqueous dyeing bath containing hydrogen. peroxide and. a salt made from 3.5-dihydroxypyrene and 4 -aminodiphenylamine.

ERICH 

